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Holiday Rentals in Clearwater, FL

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    Travellers to Clearwater are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    4.5 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    This great home sleeps up to 14 people! Great master suite with private bathroom and french doors opening to private well landscaped side yard. Wall to wall carpeting with king sized bed, single bed and large sitting area plus work area! 2nd bedroom has a queen bed and a single bed and opens... View all property information
    Location Information
    Clearwater, Florida 33755
    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    SERENITY ON CLEARWATER BEACH Vacation Rental Enjoy this newly furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2.5 bath town home is beautifully decorated with large expansive and comfortable living areas. The town home... View all property information
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    Clearwater, Florida 33767
    1 / 16
    4.5 of 5 stars (36) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    *Last Minute Special * August up to $325 off, two bedroom cottages. Call Teresa now. Same location, same great amenities. Our 2/2 Tangerine Dream vacation rental is part of a family friendly 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church on the Island of... View all property information
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    Clearwater, Florida 33767
    1 / 38
    3.5 of 5 stars (3) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    SERENITY ON CLEARWATER BEACH Vacation Rental Unit 7 Enjoy this furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, This 4 bedroom, 2.5 bath town home is beautifully decorated with large expansive and comfortable living areas. The town home... View all property information
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    Clearwater, Florida 33767
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Spacious 2 Bedroom 2 Bath Luxury Condo With Water View On Clearwater Beach. This unit is located at Belle Harbor Condo's located right across the street from the beach. The open floor plan of this condo is perfect for families. Spacious living room has plenty of comfy seating and flat screen TV.... View all property information
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    Clearwater, Florida 33767
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Nestled in a quiet little nook on Clearwater Beach is the Ebb Tide, a privately owned waterfront resort, where relaxing is as easy as the gulf breeze. Our rentals range from one bedroom apartments to waterfront two bedroom, two bathroom condos. Enjoy our fresh water pool, fish from our... View all property information
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    Clearwater, Florida 33767
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Painting of the buildings are planned to begin on June 1, 2015. The project is expected to complete in early 2016. Minor inconveniences are anticipated. Please call our office for an update before booking. 'Initial posting 4-23-2015'. It's 17th floor, front row seat to the Gulf of Mexico and the... View all property information
    Location Information
    Clearwater, Florida 33767
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    1 / 17
    5 of 5 stars (52) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    AUGUST **Last Minute Specials* Call Teresa now. 2/1 cottage weekly rates as low as $795, same great amenities. The Orange Blossom, 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church on Clearwater Beach.... View all property information
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    Clearwater, Florida 33767
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Charming 2 bedroom ranch with cheerful decor available for rent from September through November of 2016. Situated in a quiet neighborhood, dead end into Pinellas Trail (a 38 mile long popular trail situated only 200ft from house). All major shops and restaurants are minutes from house (Walmart,... View all property information
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    Clearwater, Florida 33770
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    A beautiful beachfront property is on the beautiful island of Clearwater Beach. Close to restaurants, entertainment, nightclubs, and the public beach. Quality Beach Resort has a beach area away from the main public beach. Enjoy the amenities of a hotel in this prime vacation rental space. This... View all property information
    Location Information
    Clearwater, Florida 33755
    1 / 32
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    STUNNING WATERFRONT PARADISE! Hardwood floors, custom cabinetry, plush carpeting and a sparkling grotto pool awaits you. This expansive home sits on the Anclote River a calm inlet with direct access to the Gulf of Mexico. Dolphins, Manatees, Birds and Fish swim and play just off the dock at this... View all property information
    Location Information
    Clearwater, Florida 34689
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Luxury condo with all updated amenities. Underground parking included in this 2 bedrooms, 2.5 bathroom. Large open space live area. Own laundry room with washer & dryer. Kitchen includes fridge/freezer, microwave combination oven, stove, dishwasher and breakfast bar with 4 bar stools. Living... View all property information
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    Clearwater, Florida 33767
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 3 Bedroom 3 Bath Bay Harbor Condo with Fantastic Bay and Harbor view located on Clearwater Beach. Come enjoy the spacious 1845 sq ft unit, with plenty of room for the whole family. The kitchen has all the conveniences of home with granite counter tops and stainless steel appliances;... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 12
    5 of 5 stars (20) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Two bedroom/1bath beach cottages reduced during August! Up to $300 off. What a great place for a couple. Our tropical Mango Tango, one bedroom, one bathroom vacation rental is part of a 7 Condo resort complex located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful... View all property information
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    Clearwater, Florida 33767
    1 / 13
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Clearwater Beach Florida 2,000+ sq. ft. upscale 3-bedroom condo for rent between $3,500-$7,500 per month, depending on time of year. This spacious and elegantly furnished condo overlooks the water and each of its large bedrooms (king and queen beds) has access to a balcony which is perfect for... View all property information
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    Clearwater, Florida 33767
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Adorning 700 feet of Clearwater’s pristine beachfront, Sandpearl Residences offers the highest caliber of guest experience and quality of appointments on the Gulf Coast. The first new resort to be built on Clearwater Beach in 25 years, Sandpearl seamlessly blends refined amenities and nature’s... View all property information
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    Clearwater, Florida 33767
    1 / 28
    4.5 of 5 stars (18) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    CLEARWATER BEACH SPLENDOR Weekly Rental - Pool Home (Heated During Winter Months) The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the Intercoastal! Offering a nice selection of comfortable and relaxing accommodations that will please the most... View all property information
    Location Information
    Clearwater, Florida 33767 1134
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Blow into Fisherman's Paradise, A 3 bedroom 3 bathroom house on the intercoastal of Clearwater Beach. The thrill of fishing off the dock is just one of the ways to enjoy your vacation here. If you are lucky enough to catch one of the local fish, you can grill it on the outdoor grill and enjoy... View all property information
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    Clearwater, Florida 33767
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The perfect Clearwater Beach vacation home!!! This wonderful beach house is located just a two minute walk to the white sands and warm gulf waters of the private North end of Clearwater Beach. Tote all of our beach needs with the classic wagon. This private home also has a in-ground heated pool for... View all property information
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    Clearwater, Florida 33767
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Inside the “Sand Castle” you will enjoy your beachfront vacation in luxury and high style. The kitchen features granite counter-tops in the kitchen, ceramic tile, Berber carpeting and designer style furniture. Enjoy high definition cable television or your own DVDs in the living room on the 46 inch... View all property information
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    Clearwater, Florida 33767
    1 / 20
    5 of 5 stars (29) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • ?
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    Last minute Special* August up to $325 off two bedroom cottage. Call or email now for best selection! Same perfect location, same great amenities. Our 2/1 Banana Breeze vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the... View all property information
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    Clearwater, Florida 33767
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful 2 Bedroom 2 Bedroom condo with a water view in the very desirable 450 Building at 440 W. The kitchen has granite counters and all the conveniences of home; refrigerator, stove/oven, microwave, toaster, coffee maker, dishwasher and blender. Dining area has seating for 4. The living room... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 34
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Completely Remodeled Beach Home Under New Ownership! Charming and cozy Clearwater Beach retreat with a house and separate cottage in TOP LOCATION. The property is located in a quiet and upscale, residential neighborhood of Clearwater North Beach, just a mile away from vibrant Clearwater Beach... View all property information
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    Clearwater, Florida 33767
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Be welcomed by this spacious 2 bedroom, 2 bathroom condo. Unit accomodates up to 6 guests. This unit is located on the 15th floor. Sit on the balcony and enjoy the view of the water. The full kitchen is a great place for guests to dine-in. Beautiful dining area has seating for 4 guests. Enjoy the... View all property information
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    Clearwater, Florida 33767
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful 1295 square foot Gulf Front Condominium right on the beach with spectacular 9th floor views of the Gulf of Mexico and downtown Clearwater Beach (Trip Advisor 2016 #1 US beach). Both bedrooms and the large family room overlook the expansive balcony that includes a patio table and chairs... View all property information
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    Clearwater, Florida
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Painting of the buildings are planned to begin on June 1, 2015. The project is expected to complete in early 2016. Minor inconveniences are anticipated. Please call our office for an update before booking. 'Initial posting 4-23-2015'. This 12th floor waterfront vacation condo overlooks the waters... View all property information
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    Clearwater, Florida 33767
    1 / 20
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    FOREVER SUNSHINE UPPER UNIT Weekly Rental The white sands and crystal blue waters of Clearwater beach are approximately 200 feet away! Located on cul-de sac with no traffic or busy road to cross. This beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully... View all property information
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    Clearwater, Florida 33767 1622
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Want to live the high life while vacationing in Florida? Looking for temporary re-location to the Sunshine State? Either scenarios, this condo is perfect for you! Spacious, 3rd floor penthouse including a sofabed for the occasional guests, with 2 bedrooms, each with its own walk-in closet,... View all property information
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    Clearwater, Florida 33764
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Belle Harbor 2 bedroom 2 bath unit with open floor plan and partial view of the intra-coastal and the Gulf of Mexico. Spacious modern decor is inviting. Kitchen has granite counter tops and stainless steel appliances. The breakfast bar is the perfect place to enjoy your morning coffee or... View all property information
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    Clearwater, Florida 33767
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beachcomber Beach House beach house offers comfortable accommodations for that long awaited vacation and only STEPS to the white sands! This home has been beautifully decorated and furnished with the discriminating vacationer in mind. The Beachcomber Beach House... a place where you can enjoy the... View all property information
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    Clearwater, Florida
    1 / 28
    4.5 of 5 stars (13) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Luxury Harborview Grande Waterfront Condo in Clearwater Beach with a Pool - 3 bedroom, 2 bath Florida vacation rental This luxury Harborview Grande Condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise over the marina and the dolphins at play... View all property information
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    Clearwater, Florida 33767
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    DOCKSIDE CONDOMINIUMS #201 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation.Beautifully decorated in Caribbean theme). The... View all property information
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    Clearwater, Florida 33767
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    CLEARWATER, FLORIDA LISTED FOR SALE $75,000 U.S. INCLUDES EVERTHING THAT COMES WITH THE RENTAL, TRULY A TURN KEY! TIRED OF PAYING ALOT OF MONEY TO RENT FOR WINTER... OWN YOUR OWN PROPERTY FOR THE SAME PRICE AS RENTING FOUR MONTHS OF THE YEAR Video of property available on You Tube under... View all property information
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    Clearwater, Florida 33764
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Resort style amenities without the resort style price. Our suite are available can accommodate up to 6 people. The suite features a poolside view, separate living and bedroom area, fully-equipped kitchen with stove, oven and full-sized refrigerator, sleeper sofa, complimentary Wi-Fi and flat-screen... View all property information
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    Clearwater, Florida 33767
    1 / 25
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Always a long sought after residence, 440 West Condominiums has been an anchor to the Clearwater Beach community. This one bedroom two bath unit will provide you with all the comforts of a spa-resort atmosphere with warm friendly people gatherings. Enjoy an early morning walk on the beach down to... View all property information
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    Clearwater, Florida 33767
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Welcome to The Island Cay at Clearwater Beach *Located 1 Block from the Gulf of Mexico. Walking distance to Pier 60, tourists attractions, tennis, library, shops, restaurants & more! *Offering various types of suites, all of which have been remodeled: standard rooms to two bedroom suites! *Free... View all property information
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    Clearwater, Florida 33767
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    DOCKSIDE CONDOMINIUMS #203 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beach get a way is the perfect place for that long awaited vacation. Beautifully decorated The living area has a vaulted... View all property information
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    Clearwater, Florida 33767
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the heart of Clearwater Beach is this jewel looking like Tommy Bahama paid it a visit. Fantastic views of the bay and gulf are presented from every turn in this corner unit with lots of windows and space. This unit offers beach elegance at a non-beach price. Modern, spacious and fully equipped... View all property information
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    Clearwater, Florida 33767
    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Construction repairs are scheduled to begin in December 2014 and will continue into 2015. Minor inconveniences are anticipated. Please call our office for an update before booking. 'Initial posting 11-18-2014'. Your million dollar condo in exclusive North Clearwater Beach. There is room for the... View all property information
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    Clearwater, Florida 33767
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    DOCKSIDE CONDOMINIUMS #401 Weekly Rental (Saturday to Saturday) AVAILABLE FEBRUARY 28, 2015 The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully... View all property information
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    Clearwater, Florida 33767
    1 / 30
    7 Bedrooms, 4 Bathrooms, Sleeps 25 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Clearwater Beach Cabana: Clearwater Beach Cabana is a private estate which includes three small rental homes. Our Clearwater Beach Cabana has a lagoon pool style with a large courtyard that may serve as a gathering area. This large rental home will sleep up to 24 guests comfortably, each home is... View all property information
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    Clearwater, Florida 33767
    1 / 17
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
    • ?
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    • x
    About this property
    Welcome to The Island Cay at Clearwater Beach *Located 1 Block from the Gulf of Mexico. Walking distance to Pier 60, tourists attractions, tennis, library, shops, restaurants & more! *Offering various types of suites, all of which have been remodeled: standard rooms to two bedroom suites! *Free... View all property information
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    Clearwater, Florida 33767
    1 / 40
    4.5 of 5 stars (10) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • ?
    • ?
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    • x
    About this property
    FOREVER SUNSHINE VI Weekly Rental The white sands and crystal blue waters of Clearwater beach are approximately 200 feet away! Located on cul-de sac with no traffic or busy road to cross. This beautiful beach get a way is the perfect place for a large family or a group of friends vacationing... View all property information
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    Clearwater, Florida 33767 1622
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    • x
    About this property
    DOCKSIDE CONDOMINIUMS #202 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decorated Dockside 202 will bring... View all property information
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    Clearwater, Florida 33767
    1 / 34
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the beauty of the Gulf staying at the luxurious Casa Del Mar & La Casita Studio Suite. Conveniently located in a beautifully landscaped neighborhood across the street from the Bay Areas most famous beach! This newly renovated custom-designed historical home is the perfect setting for you... View all property information
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    Clearwater, Florida
    1 / 21
    4.5 of 5 stars (8) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Fully furnished efficiency in a resort, steps from the water, a block from The Sand Pearl, one of Clearwater Beach's premiere 5 star resorts. Dock your boat at one of our 2 deep water boat slips (depending upon availability) and enjoy the amenities of being on land. Resort amenities include... View all property information
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    Clearwater, Florida 33767
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    THIS PICTURE WAS TAKEN FROM OUR DOCK ON CLEARWATER BEACH. BEAUTIFUL, SPACIOUS ONE LEVEL HOME ON THE OPEN WATER BAYSIDE. WALK TO THE MAIN BEACH WITH PIER 60 ACTIVITIES, SHOPS, RESTAURANTS, ETC. VERY WELL FURNISHED AND EQUIPPED, AND VERY CLEAN. LARGE DOCK FOR GREAT SUNSETS AND FISHING.... View all property information
    Location Information
    Clearwater, Florida 33767